Towards Uniform Iodine Catalysis: Intramolecular C-H Amination of Arenes under Visible Light.
Claudio MartínezAlexandra E BosnidouSimon AllmendingerKilian MuñizPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2016)
A photochemical catalytic amination of arenes is presented. The reaction proceeds under benign iodine catalysis in the presence of visible light as the initiator and provides access to a range of differently substituted arylamines. A total of 29 examples demonstrate the broad applicability of this mild oxidation method. The scope of the reaction could further be expanded to silyl-tethered derivatives, which undergo intramolecular amination upon formation of seven-membered heterocycles. Cleavage of the silicon tether provides access to the corresponding 3-substituted anilines.